Between high school and college, there is a short time when the world is your oyster. You are technically an adult, but have no adult responsibilities. It is a time of freedom and fun, a brief moment where virtually everything but the moment is set aside. For me it was a time of great friendships, of learning the different layers of intimacy, and of learning who I was. I have deemed it, "The Glorious Summer." These are my stories of that summer.
I walked through the door Friday about 2 pm. I was the closing manager that night. We worked at a small town deli in the Bible Belt. Jess was mopping up a spill and immediately began complaining from the back of the dining room. The morning crew didn't cut onions. The morning crew didn't do dishes. The morning crew.. The morning crew... As I walked past her toward the office door, she practically yelled at me, "What are you going to do about it???"
I turned and looked at Jess. I looked at the mop. I then explained to her exactly which body part she could next clean with the mop. Jess grabbed the first solid object she could get her hands on, a steel dustpan sitting on top of the trash can next to her. It came hurtling across the dining room like a Chinese throwing star. I stepped into the office and slammed the door closed. THUD! CLANG! CLANg! CLAng! Clang!
I carefully opened the door and peeked out. There laid the dustpan in the floor next to the office. There was a huge gash in the door as a result of the aforementioned "THUD!"
When the owner showed up the next day, absolutely no one knew how the gash had gotten there. That's just the way we were. Did we bicker? All the time. Were we friends? Absolutely.
Jess and I had gone to the same high school. We did not run in the same circles. We did not have mutual friends. But at work, at work we had bonded over being from the same midwestern state and stuck in the south. We had similar taste in music, and had lots of time to talk about all the things unaware kids talk about.
It's not that I had never noticed Jess. She was a solid 7- dirty blond hair, clear blue grey eyes, and an amazing ass. And I would be lying if I said I hadn't noticed it at school, especially when wrapped in the skin tight jeans of the day. She had a couple specific pairs that highlighted that round ass in the back and a perfect, puffy, soft triangle in the front. I had definitely noticed.
And, our work friendship made what happened next completely normal. I hung up the phone. "Damnit!" I checked the schedule. Oh good! Jess is opening with me tomorrow. "Hey!" My brakes won't be done until Monday, can you give me a ride home tomorrow?" Jess was a strange blend of southern, midwestern, and completely matter of fact. "Sure!"
Saturday, nothing remarkable happened. We served customers, we cleaned up messes, we just did the deli thing. At 3:00 we took off our aprons and headed to her car, a low grade classic nova from the 70s. Not really a collector car, but not really not. We just did our normal chat thing on the ride to my house. It wasn't more than 7 or 8 minutes.
It was not uncommon for my parents to go on vacation a couple times a year and leave me home. It had been happening since I was 16 and could more or less drive myself around. So, by the time I graduated, I am not even sure they told me when they were going. But, also, my house was a bit of a hang out, so it was well known. This was one of those times. So, we pulled up to an empty house.
To be very honest here, I have no real idea of how what happened next came to be. I don't remember why Jess came inside. I don't remember what we were talking about. I don't even really remember going in. But we had just been chilling on the couch shooting the bull.
And then, there it was, the weird moment when a kiss just seems the right thing to do. And we did. We had never discussed it, never flirted, never dated. But, there we were, full on tonguing in the living room. It was the most comfortable first kiss ever.
Almost instinctively my hand went straight to her ass. I let it rest there before taking a huge handful. Her kissing intensified. "That seemed to go well," I thought.
We all knew the progression. First, can you get a handful of ass? We were a check mark on that. Will she let you touch a tit? Or better yet, will she let you do it under her shirt? If that goes well you can try to move a hand up her thigh and "accidentally" start brushing up against things. If that works, you might even try it intentionally. The only questions that remained were how far down her pants could you go and what could you do when you got there?
I reached around and cupped her left tit under my right hand, then slowly began caressing it. No surprise, no pull back, no brushing away of the hand, just more kissing. I reached under the loose fitting deli polo. My hand slipped up her rib cage. She pulled away. Then, she just reached down and pulled her shirt up over her head. It landed on the couch. The kissing continued. Jess and I kissed for several more minutes, me caressing her tits through her bra and sometimes awkwardly trying to battle the under wire.
The kiss broke. We looked at each other. This time it was different. She looked soft, and less demanding. She walked past me toward the hall and grabbed my hand, leading me on. 6 steps later we arrived at my bedroom door. She opened the door and practically flopped on the bed. That was also, pretty common. I had a pretty cool room for a teenager. There was a water bed, a TV, and even my own phone line. There were many nights when 8 or 10 people would just be laid on the bed watching TV and hanging out.
The waves rocked her as she landed. I sat down next to her, and, in a moment, we were laying down and back to our make out session. I ran my hand down her soft, flat stomach and pushed it into her waist band. I hit a little resistance as a I pushed. The jeans were tight. She reached down and in one singular motion popped all 4 buttons on her 501s. (IYKYK) They fell open.
I reached down and placed my hand gently on her panties right at the top of that triangle. I immediately got fully erect. We continued to kiss. I pushed a little as the jeans got tighter again, and placed her entire mound in my hand. I flicked my middle finger between the puffy lips of her pussy through her panties.
Her jeans limited my movement. I tried to adjust. I fought against the fabric as my hand searched for a better angle. Jess pulled her knees back, reached down, and in one motion pulled off the restrictive jeans and the panties hiding her pussy. There she was, open and magnificent. She broke the kiss and pulled my shirt over my head.
I wanted to see it all. I reached behind her before she had a chance to lay back down and removed her bra. Out popped 2 milky tits with beautiful pink nipples. The pink against her fair skin was a visual I can only describe as creamy. You could see where the nipples began, but not really. I put one in my mouth. I reached down and slowly slipped a finger inside her. It was easy and soft. She gently pushed into my hand. She had gotten wet and open. I let a second finger slide in, as I released her breast with my lips and we again began to kiss.
I moved my hand from her pussy to her hip, and then around to her ass again. I took a full naked handful. It felt amazing. I let my hand roll back around and rested my palm on the top of her thigh as my hand caressed her full hip. I don't know how long this continued. I would switch back and forth from her mound to her hip, kissing all the while.
Jess reached down and began to caress a fully erect cock. It was probably only a few seconds before she undid the button on my shorts and slipped her hand inside. With the relief of the pressure of my shorts the head popped up over the waist band of my boxers. She again reached inside and this time pulled them off and found them a home in the floor on top of her clothes.
We laid there naked. I was excited. I was comfortable. I was a little in awe. It was like our relationship had been this all along.
We kissed and fondled. There were smiles, giggles, and moans. Then Jess, ever matter of fact, broke the moment. "Are you gonna put it in?" Her voice was southern and midwestern, and high pitched, and sultry all at the same time.
Even though we didn't spend hardly any time outside of work together, it was well known that being Jess's boyfriend came with some very unique benefits. Boyfriend or not, I was about to be the beneficiary of them.
I stood up and moved toward my closet. "Where you going?"
"To get a condom."
"You caaaaannnnnnnnnnn. Buuuuuuttttt, you don't haaaaavvvvvvvve to."
In the rural south, fear was the best birth control around. If you got a girl pregnant, it would ruin her life, your life, her sister's life, your parent's life, and your cousin in Des Moines life even though you hadn't seen that one in 6 years. Then, there was the possibility of getting AIDS. If you listened to the rhetoric of the time, everyone was getting it and you only had to have sex once. In retrospect, I realize we all knew each other and we weren't exactly spending our weekends having one nighters in Coho or The Village.
I stopped and turned around. She motioned me back. "You don't have to. I'm on the pill." If I am being honest I didn't even really know what that meant. I heard the words, but my 18 year old brain had never been with someone on the pill. What did that actually mean? Anytime I had heard the pill mentioned it was for "preventing accidents" or "regulating." I did not really know what it was actually for.
She motioned to me. I laid back down next to her. I put my hand high on her thigh brushing her pussy lightly. "I can't get pregnant. The pill keeps me from getting pregnant."
"Even if I...?"
"MMMHHHHMMM."
I wanted to believe it. She seemed confident. It seemed safe. I kissed her again, and fingered her easily. "Put it in," she said matter of fact.
I rolled on top of her. I shuddered when my cock touched the hair on her pussy. In one motion, she spread her legs and pulled her hips back slightly. It was the first time I hadn't played the "I want to if you do" game, the first time I was more apprehensive.
She slid around under me. I felt the head of my cock slide down her wet lips. She pushed toward me and I just slipped easily in her about half way. She pulled back a little and pushed her hips up again. She easily took my entire shaft. I froze for a moment. "Are you ok?"
"Of course I'm ok," she said. "Why wouldn't I be?"
"I don't know. Does it hurt or anything?"
"Naaawwwwww. It feels good."
The break took away some of the anxiety. Up until now, I had been so worried about not cumming that it had created the opposite effect, causing anxiety, and actually speeding up the process.
I pulled back a little, then back in. Up until now, the girls I had been with had been tight or nervous and tense or both. Jess was relaxed and easy to move in and out of. Her calm demeanor calmed me down. I tried to forget about my cock resting easily in her and began to kiss her again. As we kissed, I began to move a little more. She moaned as I pushed in.
Jess clearly sensed my nervousness. It was in some ways all new. No condom, no fear of consequences, no teenage angst.
Her matter of fact was a little softer this time. "You can fuck. You can just relax and fuck. You aren't hurting me. I can't get pregnant. Just fuck."
I began to notice again how open and relaxed her legs were. I felt her tits soft on my chest.
I pulled back slightly then back in. As my mind moved away from my cock and began to focus on her, I relaxed. I pulled out further, then back in. I began to enjoy being in her and with her.
As I moved in and out, now using the full length of my shaft, she began to moan. I watched her pink nipples ripple on her tits as they bounced in rhythm with my thrusts. I wanted to see what being in her looked like.
I sat up on my knees. She lifted her feet off the bed and wrapped her legs around the small of my back. She pulled hard. "Fuck me harder. Harder! You won't hurt me! Fuck me hard!"
I forgot I sat up to see my cock going into her and instead just began slamming into her. Every time our pelvises came together, she would moan. "I'm gonna cum! Do it again!" I thrust hard into her twice more. She wrapped her legs around me tight. I felt her spasm as she moaned long and loud.
I had forgotten about myself. I was fascinated by watching her. Her legs relaxed back to wide open. I began to move inside of her again. Her pussy slowly released my cock as I moved in and out.
I found a rhythm. I still wanted to see myself going in and out. I sat up and looked down at my cock penetrating her puffy lips, her legs open so I was nestled between them. As I continued to move, the sight of myself going in and out overwhelmed me. I felt it brewing up. I began to pump faster.
She was encouraging, "Just relax and fuck."
My orgasm came fast. As I felt the cum start up my cock, I couldn't take it. At the last moment, I chickened out, and pulled out. A huge rope spurted out of me. It landed directly on her pussy dripping down the lips and into her opening. I pushed the shaft of my cock hard against her clit. I moved on it as I continued to cum. The second shot splattered on her chest, leaving drops on each of her tits. As the spurts weakened, they moved down her stomach, with one leaving a pretty pool in her belly button.
"Awwww maaaannnn," she begrudged me. "But it was good, wasn't it?"
As I rolled off of her I looked once more to see my cum covering her pussy and dripping into her soft opening. I laid next to her on my back. We held hands. Eventually she lifted her head off of the pillow. She looked down at the cum covering her body. In the matter of fact tone that I had come to find so comfortable, she looked at me and said, "Well! That's a way bigger mess than it had to be."